Pyrazole → HCID 57475153, compound

HRID 1095539Notes

Reaction equation

HRID 1095539 reaction equation
Br[CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[NH:13]1[CH:17]=[CH:16][CH:15]=[N:14]1>O1CCOCC1>[N:13]1([CH2:2][CH2:3][C:4]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][CH:5]=2)[CH:17]=[CH:16][CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 1048PyrazoleHCID 769243-(2-Bromoethyl)indole

Product 1

HCID 57475153HCID 57475153, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(2-bromo-ethyl)-1H-indole (2.24 g, 10 mmol) and pyrazole (1.36 g, 20 mmol) in abs. dioxane (20 ml) was stirred at 80° C. for 16 h. The solvent was then removed i. vac., CHCl3 (100 ml) was added to the residue and the mixture was washed twice with water. The organic phase was dried over Na2SO4 and concentrated i. vac. and the residue which remained was purified by flash chromatography with CHCl3/MeOH (50:1).

Workup

  1. customThe solvent was then removed i
  2. addition, CHCl3 (100 ml) was added to the residue
  3. washthe mixture was washed twice with water
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated i
  6. customand the residue which remained was purified by flash chromatography with CHCl3/MeOH (50:1)

Sources & evidence

ORD record
ord-a31fc9ea76d045388ebd15e3e764b058
Source dataset
uspto-grants-2012_03
Patent number
US08138187B2

Reaction notes

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